3-Iodo-7-methoxy-2-phenyl-pyrano[2,3-b]pyridin-4-one → 3-Iodo-2-phenyl-8H-pyrano[2,3-b]pyridine-4,7-dione
Reaction equation
[I:1][C:2]1[C:3](=[O:20])[C:4]2[C:5]([O:12][C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[N:6][C:7]([O:10]C)=[CH:8][CH:9]=2>Br.CC(O)=O>[I:1][C:2]1[C:3](=[O:20])[C:4]2[CH:9]=[CH:8][C:7](=[O:10])[NH:6][C:5]=2[O:12][C:13]=1[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 60 °C
Procedure
A suspension of 3-iodo-7-methoxy-2-phenyl-pyrano[2,3-b]pyridin-4-one (0.25 g, 0.66 mmol) in 33% hydrogen bromide solution in AcOH (3.5 mL) was heated in a microwave oven at 60° C. for 50 min. The resultant solution was evaporated to dryness. Toluene was added to the residual solid and evaporated. The orange solid was used without further purification. LCMS (Method B): RT=3.85 min, [M+H]+=366.